Pembroke Vacations from $701

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Pembroke Vacation

Planning your next epic escape is a walk in the park with a Pembroke vacation package. The neighborhood of Goodwood, which is great for nature, makes an ideal starting point to uncover the wonders of this unique city. Up for a bit of sightseeing? A trip to Pembroke isn't complete without checking out Argyle Waterfall, Argyle Falls and other big-name attractions. Your ultimate Pembroke vacation is just clicks away. Browse flights, hotels and more on Expedia for a trip that's tailored to suit your travel style.

The Latest Pembroke vacation packages

Price found within the past 48 hours. Click for updated prices.
Villa Being - Tobago Luxury B&B

Villa Being - Tobago Luxury B&B

4 out of 5
Price was $1,015, price is now $701 per person
$701
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
9.4/10 Exceptional! (40 reviews)
Our stay was amazing 5 stars is too low for this place and the people

Reviewed on Jul 10, 2026

Magdalena Grand Beach & Golf Resort

Magdalena Grand Beach & Golf Resort

4 out of 5
Price was $1,268, price is now $952 per person
$952
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
7.4/10 Good! (720 reviews)
All round good experience

Reviewed on Jul 8, 2026

Starfish Tobago Resort

Starfish Tobago Resort

3 out of 5
Price was $1,088, price is now $819 per person
$819
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
6.8/10 (702 reviews)
Great staff,very tasty food,overal wonderful experience.

Reviewed on Jun 20, 2026

Plantation Beach Villas

Plantation Beach Villas

3.5 out of 5
Price was $1,130, price is now $859 per person
$859
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
9.8/10 Exceptional! (7 reviews)

Bacolet Beach Club

Bacolet Beach Club

4 out of 5
Price was $954, price is now $741 per person
$741
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Tobago (TAB)
7.6/10 Good! (436 reviews)
Very quiet and comfortable

Reviewed on Jul 9, 2026

Don't see what you're looking for?
See all available trips from Columbus to Pembroke
View all trips

Pembroke Hotel Deals

Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

3 out of 5
77 Old Store Bay Rd Crown Point Tobago
$153 nightly
The price is $167 total per night from Jul 12 to Jul 13
$167 total
Jul 12 - Jul 13
Total with taxes and fees
7.8/10 Good! (965 reviews)
"Great location, breakfast was delicious with plenty of options."

Reviewed on Jul 8, 2026

Tropikist Beach Hotel & Resort
Coco Reef Resort and Spa

Coco Reef Resort and Spa

4 out of 5
Coconut Bay Crown Point Tobago
$272 nightly
The price is $303 total per night from Jul 13 to Jul 14
$303 total
Jul 13 - Jul 14
Total with taxes and fees
7/10 Good! (528 reviews)
"Pluses: Convenient, charming, nice bay, fab breakfast, grounds are beautifully maintained staff are great. However, property is showing its age and room TVs barely functional. Some TLC required…"

Reviewed on Jul 4, 2026

Coco Reef Resort and Spa
Magdalena Grand Beach & Golf Resort

Magdalena Grand Beach & Golf Resort

4 out of 5
Tobago Plantations Estate Lowlands Tobago
$259 nightly
The price is $282 total per night from Jul 12 to Jul 13
$282 total
Jul 12 - Jul 13
Total with taxes and fees
7.4/10 Good! (724 reviews)
"All round good experience"

Reviewed on Jul 8, 2026

Magdalena Grand Beach & Golf Resort
See all 544 properties in Pembroke
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Pembroke Vacation Packages

Pembroke Essential Information

Language
English
Currency
Trinidad and Tobago dollars
Closest Airport
A.N.R. Robinson Intl. Airport (TAB)
Top Sights
Turtle Beach, Castara Beach and Man-o-War Bay

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Pembroke vacation package cost?
You can snap up a vacation package to this destination from $701 on Expedia. But how much your vacation to Pembroke costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Pembroke?
November, December and January are the best times to look for cheap Pembroke vacation packages. Traveling in quieter periods means you can generally find better prices on flights and accommodations.
How many days is enough for Pembroke?
Usually, a handful of days is enough to visit the major attractions during your Pembroke vacation. However, if you'd like to have more time to chill out or take day tours, think about extending your itinerary.
How to find the best Pembroke package deals?
Use Expedia's filters to find some great Pembroke package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Pembroke package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Pembroke vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can customize your Pembroke trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Pembroke?
If you've got your Pembroke vacation dates locked in, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Pembroke vacation packages?
Your Pembroke break is meant to be an escape from your daily routine, not a source of money-related stress. So to allow you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.